Chemistry Reference
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For 4,8-dimethyl-1,3,7-nonatriene, the products will be:
a.
b.
Bromination will provide a mixture as the conjugated diene will react faster
than the isolated double bond, leading to 1,2- and 1,4-addition of Br 2 across
the diene.
Br
CH 3
Br
CH 3
CH 3
Br
Br
CH 3
CH 3
CH 3
c.
H
CH 3
H
H
O
O
CH 3 CH 3
These 3 double bonds will
be cut to form the carbonyl
products.
O
O
O
CH 3
CH 3
O
CH 3
3.64
a.
This reaction is similar to a hydroboration-oxidation reaction. The elements
of water are added to 1-butyne (C 4 H 6 ) to give butanol (C 4 H 8 O).
b.
The hydroboration-oxidation reaction initially provides the following enol,
which tautomerizes to give the product.
OH
CH 3
CH 2 CH
C
H
3.65
The Lewis acid (AlCl 3 ) and Bronsted acid (HCl) catalyzed isomerization of pentane to
a more highly branched product would form 2,3-dimethylpropane:
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